MLS# OC25134772 – 20585 Whispering Oaks Drive, San Jose, CA 95120

Price: $4,598,000
Beds: 3
Baths: 2 full, 2 half
Living Area SqFt: 3,865
Status: Active
Property Type: Detached
Year Built: 1986
Days on Website: 93

Courtesy of Homs Real Estate 949-339-7775

Property Description

Build for the future on this private 2.1-acre hilltop estate with county-approved surveys and environmental clearance for expansion. This English-inspired custom home offers 3 bedrooms plus an office, optional 4th/guest bedroom, 2 full and 2 half baths, and is surrounded by leveled land ideal for a separate guest house, perfect for multi-generational living. The residence features a dramatic spiral staircase, marble flooring, leaded glass, crystal chandeliers, and 3 marble fireplaces. Entertain in formal living and dining rooms, a spacious family room with coffered ceilings, hidden theater screen, wet bar, and a chefs kitchen with mahogany cabinetry, granite counters, and high-end appliances. The upstairs primary suite includes a fireplace, sitting area, and private balcony, joined by two additional bedrooms with views. Outdoors, enjoy multi-level terraces, a lush grassy yard, custom solar-heated pool, and mature landscaping with unobstructed 360 degree views. The propertys north and south ends provide ample flat land for expansion, horses, vineyards, or orchards, with a 3-car garage and generous guest parking. Top-rated schools: Williams, Bret Harte, and Leland High.

Open House

Property Details and Features

  • Property
  • “Pool”
  • Property subtype: Detached
  • Property type: Residential
  • Zoning: RR-SR
  • “Panoramic”
  • “Valley/Canyon”
  • “Trees/Woods”
  • Appliances & Equipment
  • “Dishwasher”
  • “6 Burner Stove”
  • “Double Oven”
  • “Electric Oven”
  • “Gas Oven”
  • Bathrooms
  • 4 total bathrooms
  • 2 full bathrooms
  • 2 half bathrooms
  • Bedrooms
  • 3 total bedrooms
  • 3 possible bedrooms
  • Building
  • Built in 1986
  • Building area total: 3865
  • 2 stories
  • 2 stories total
  • Living area: 3865
  • Living area units: Sqft
  • Building area units: Sqft
  • Entry level: 1
  • “Tudor/French Normandy”
  • “No Common Walls”
  • “2 Story”
  • Cooling
  • “Central Forced Air”
  • Exterior Features
  • Patio and porch features: “Deck”, “Stone/Tile”, “Patio”
  • Fireplaces
  • “FP in Family Room”
  • “FP in Living Room”
  • Floors
  • “Carpet”
  • “Stone”
  • Garage
  • 3 spaces
  • Water Features
  • Water source: “Public”
  • Heating
  • “Forced Air Unit”
  • Interior Features
  • “Balcony”
  • “Bar”
  • “Granite Counters”
  • “Recessed Lighting”
  • “Stone Counters”
  • “Wet Bar”
  • Listing
  • Listing ID: OC25134772
  • List price: $4,598,000
  • 93 days on market
  • Listing contract date: 2025-06-17
  • Special listing conditions: “Standard”
  • “Cash”
  • “Conventional”
  • “Cash To New Loan”
  • Lot
  • Size area: 2.1014
  • Size units: Acres
  • Parking
  • Total: 3
  • “Garage – Three Door”
  • “Garage Door Opener”
  • Pool
  • “Private”
  • “Solar Heat”
  • Roof
  • “Stone”
  • Security Features
  • “Security System”
  • Sewer
  • “Unknown”

Property Map

$4,598,000 – 20585 Whispering Oaks Drive, San Jose, CA 95120

Street View

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